Chemical Components in the PDB

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9RQ : Summary

Code

9RQ

One-letter code

X

Molecule name

[2-oxidanylidene-7-[oxidanyl-[(1~{S})-1-phenylethyl]phosphoryl]oxy-chromen-4-yl]methanesulfonic acid

Systematic names

ProgramVersionName
OpenEye OEToolkits 2.0.6 [2-oxidanylidene-7-[oxidanyl-[(1~{S})-1-phenylethyl]phosphoryl]oxy-chromen-4-yl]methanesulfonic acid

Formula

C18 H17 O8 P S

Formal charge

0

Molecular weight

424.362 Da

SMILES

TypeProgramVersionDescriptor
SMILES CACTVS 3.385 C[CH](c1ccccc1)[P](O)(=O)Oc2ccc3C(=CC(=O)Oc3c2)C[S](O)(=O)=O
SMILES OpenEye OEToolkits 2.0.6 CC(c1ccccc1)P(=O)(O)Oc2ccc3c(c2)OC(=O)C=C3CS(=O)(=O)O
Canonical SMILES CACTVS 3.385 C[C@@H](c1ccccc1)[P](O)(=O)Oc2ccc3C(=CC(=O)Oc3c2)C[S](O)(=O)=O
Canonical SMILES OpenEye OEToolkits 2.0.6 C[C@@H](c1ccccc1)P(=O)(O)Oc2ccc3c(c2)OC(=O)C=C3CS(=O)(=O)O

IUPAC InChI

InChI=1S/C18H17O8PS/c1-12(13-5-3-2-4-6-13)27(20,21)26-15-7-8-16-14(11-28(22,23)24)9-18(19)25-17(16)10-15/h2-10,12H,11H2,1H3,(H,20,21)(H,22,23,24)/t12-/m0/s1

IUPAC InChI key

HLYLTMSHSJKDCP-LBPRGKRZSA-N
9RQ

wwPDB Information

Atom count

45 (28 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2017-07-04

Last modified at

2018-12-07

Status

Released

Obsoleted

Not Assigned



9RQ : Atoms of Molecule

Total Number of Atoms: 45
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C4 C C1 N Y N 0 -6.201 -0.588 -0.481
2 C14 C C2 N N N 0 4.729 0.617 0.702
3 C5 C C3 N Y N 0 -7.049 -0.025 -1.416
4 C6 C C4 N Y N 0 -6.829 1.266 -1.86
5 C11 C C5 N Y N 0 1.854 0.312 1.342
6 C7 C C6 N Y N 0 -5.761 1.994 -1.367
7 C8 C C7 N Y N 0 -4.915 1.431 -0.431
8 C9 C C8 N Y N 0 -0.189 -0.929 1.21
9 C10 C C9 N Y N 0 0.53 0.184 1.644
10 C12 C C10 N Y N 0 2.496 -0.681 0.591
11 C13 C C11 N N N 0 3.916 -0.57 0.252
12 C3 C C12 N Y N 0 -5.134 0.14 0.012
13 O1 O O1 N N N 0 -2.37 -1.192 -0.96
14 P1 P P1 N N N 0 -2.493 -0.386 0.428
15 C1 C C13 S N N 0 -4.21 -0.474 1.032
16 C2 C C14 N N N 0 -4.327 0.292 2.352
17 O2 O O2 N N N 0 -1.506 -1.042 1.518
18 S1 S S1 N N N 0 4.303 2.059 -0.312
19 O3 O O3 N N N 0 5.18 3.178 0.233
20 O4 O O4 N N N 0 4.754 1.881 -1.648
21 O5 O O5 N N N 0 2.977 2.488 -0.038
22 C15 C C15 N N N 0 4.481 -1.566 -0.478
23 C16 C C16 N N N 0 3.699 -2.666 -0.887
24 O6 O O6 N N N 0 2.397 -2.761 -0.574
25 O7 O O7 N N N 0 4.218 -3.553 -1.542
26 C17 C C17 N Y N 0 1.775 -1.806 0.15
27 C18 C C18 N Y N 0 0.43 -1.92 0.466
28 O8 O O8 N N N 0 -2.118 1.029 0.212
29 H5 H H1 N N N 0 -6.376 -1.595 -0.131
30 H6 H H4 N N N 0 -7.882 -0.593 -1.801
31 H7 H H5 N N N 0 -7.49 1.706 -2.591
32 H11 H H6 N N N 0 2.405 1.178 1.677
33 H8 H H7 N N N 0 -5.589 3.002 -1.714
34 H9 H H8 N N N 0 -4.081 1.999 -0.046
35 H10 H H9 N N N 0 0.035 0.949 2.223
36 H17 H H10 N N N 0 -2.601 -2.128 -0.893
37 H3 H H12 N N N 0 -4.051 1.334 2.192
38 H4 H H13 N N N 0 -5.354 0.239 2.713
39 H2 H H14 N N N 0 -3.659 -0.152 3.09
40 H15 H H18 N N N 0 5.526 -1.516 -0.746
41 H16 H H19 N N N 0 -0.134 -2.779 0.133
42 H1 H H21 N N N 0 -4.486 -1.516 1.192
43 H12 H H22 N N N 0 4.511 0.831 1.748
44 H13 H H23 N N N 0 5.79 0.394 0.59
45 H14 H H24 N N N 0 5.061 4.026 -0.217



9RQ : Chemical Bonds

Total Number of Bonds: 47
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C4 C5 C C doub 1.38 N Y
2 C4 C3 C C sing 1.38 N Y
3 C14 C13 C C sing 1.51 N N
4 C14 S1 C S sing 1.81 N N
5 C5 C6 C C sing 1.38 N Y
6 C6 C7 C C doub 1.38 N Y
7 C11 C10 C C doub 1.36 N Y
8 C11 C12 C C sing 1.4 N Y
9 C7 C8 C C sing 1.38 N Y
10 C8 C3 C C doub 1.38 N Y
11 C9 C10 C C sing 1.39 N Y
12 C9 O2 C O sing 1.36 N N
13 C9 C18 C C doub 1.39 N Y
14 C12 C13 C C sing 1.46 N N
15 C12 C17 C C doub 1.41 N Y
16 C13 C15 C C doub 1.36 N N
17 C3 C1 C C sing 1.51 N N
18 O1 P1 O P sing 1.61 N N
19 P1 C1 P C sing 1.82 N N
20 P1 O2 P O sing 1.61 N N
21 P1 O8 P O doub 1.48 N N
22 C1 C2 C C sing 1.53 N N
23 S1 O3 S O sing 1.52 N N
24 S1 O4 S O doub 1.42 N N
25 S1 O5 S O doub 1.42 N N
26 C15 C16 C C sing 1.41 N N
27 C16 O6 C O sing 1.34 N N
28 C16 O7 C O doub 1.22 N N
29 O6 C17 O C sing 1.35 N N
30 C17 C18 C C sing 1.39 N Y
31 C4 H5 C H sing 1.08 N N
32 C14 H12 C H sing 1.09 N N
33 C14 H13 C H sing 1.09 N N
34 C5 H6 C H sing 1.08 N N
35 C6 H7 C H sing 1.08 N N
36 C11 H11 C H sing 1.08 N N
37 C7 H8 C H sing 1.08 N N
38 C8 H9 C H sing 1.08 N N
39 C10 H10 C H sing 1.08 N N
40 O1 H17 O H sing 0.97 N N
41 C1 H1 C H sing 1.09 N N
42 C2 H3 C H sing 1.09 N N
43 C2 H4 C H sing 1.09 N N
44 C2 H2 C H sing 1.09 N N
45 O3 H14 O H sing 0.97 N N
46 C15 H15 C H sing 1.08 N N
47 C18 H16 C H sing 1.08 N N



9RQ : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
9RQ 5od1 Open in New Window Bound ligand 1 1